2-Isocyanatoethyl methacrylate → HCID 178454713, Verbindung

HRID 215696

Reaktionsgleichung

Reaktionsgleichung von HRID 215696
[CH3:1][C:2]1[NH:8][C:7]([NH2:9])=[N:6][C:4](=[O:5])[CH:3]=1.[C:10]([O:15][CH2:16][CH2:17][N:18]=[C:19]=[O:20])(=[O:14])[C:11]([CH3:13])=C.[CH2:21]([Sn](=O)CCCC)CCC>CC(N(C)C)=O>[CH3:1][C:2]1[NH:8][C:7]([NH:9][C:19]([NH:18][CH2:17][CH2:16][O:15][C:10](=[O:14])[CH:11]=[CH:13][CH3:21])=[O:20])=[N:6][C:4](=[O:5])[CH:3]=1

Komponenten

5

Edukt 3

HCID 354092-Isocyanatoethyl methacrylateHCID 61221Dibutyltin oxideHCID 178429414HCID 178429414, Verbindung

Produkt 1

HCID 178454713HCID 178454713, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

37.5 g (0.3 mol) 6-methylisocytosine, 55.8 g (0.36 mol) 2-isocyanatoethyl methacrylate and 3.7 g (0.015 mmol) dibutyltin oxide were added to 400 ml dimethylacetamide. 100 mg BHT was added and the mixture was heated to 90° C. for one hour. The mixture was filtered at 90° C. Upon cooling down to room temperature 2-methyl-2-propenoic acid-2-[[[(1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)amino]carbonyl]amino]ethyl ester started to crystallize. The mixture was stirred for two and a half hour. 500 ml acetone was added and 3-methyl-2-propenoic acid-2-[[[(1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)amino]carbonyl]amino]ethyl ester was isolated by filtration. 2-methyl-2-propenoic acid-2-[[[(1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)amino]carbonyl]amino]ethyl ester was treated with 500 ml acetone, again isolated by filtration and dried. 68.6 g (82%) of 2-methyl-2-propenoic acid-2-[[[(1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)amino]carbonyl]amino]ethyl ester was isolated (m.p.:208° C.).

Aufarbeitung

  1. addition100 mg BHT was added
  2. filtrationThe mixture was filtered at 90° C
  3. temperatureUpon cooling down to room temperature 2-methyl-2-propenoic acid-2-[[[(1,4-dihydro-6-methyl-4-oxo-2-pyrimidinyl)amino]carbonyl]amino]ethyl ester
  4. customto crystallize
  5. addition500 ml acetone was added

Quellen und Nachweise

ORD-Eintrag
ord-927182cec925424f8410152396a87b1f
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08192918B2

Verknüpfte Notizen

Wird geladen…